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2113-57-7

Basic Information
CAS No.: 2113-57-7
Name: 1,1'-Biphenyl, 3-bromo-
Article Data: 89
Cas Database
Molecular Structure:
Molecular Structure of 2113-57-7 (1,1'-Biphenyl, 3-bromo-)
Formula: C12H9Br
Molecular Weight: 233.107
Synonyms: Biphenyl,3-bromo- (6CI,7CI,8CI);1-Bromo-3-phenylbenzene;3-Biphenyl bromide;3-Bromo-1,1'-biphenyl;3-Xenyl bromide;NSC 407775;PBB 2;[1,1'-Biphenyl]-3-yl bromide;m-Bromobiphenyl;
EINECS: 218-304-9
Density: 1.363 g/cm3
Melting Point: 9oC
Boiling Point: 300 °C at 760 mmHg
Flash Point: 135.6 °C
Solubility: insoluble in water
Appearance: Colorless to pale yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 37/39-26-36
Transport Information: N/A
PSA: 0.00000
LogP: 4.11610
Synthetic route
591-18-4

1-Bromo-3-iodobenzene

98-80-6

phenylboronic acid

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; triphenylphosphine In water; toluene at 100℃; for 24h;98%
With barium dihydroxide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water for 6h; Suzuki coupling; Heating;92%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 8h; Inert atmosphere; Reflux;80%
108-36-1

1,3-dibromobenzene

98-80-6

phenylboronic acid

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With C27H23ClNO3PPd; potassium carbonate In ethanol; water at 50℃; for 7h; Temperature; Suzuki-Miyaura Coupling; Schlenk technique;94%
With palladium diacetate In ethanol at 20℃; for 0.25h; Suzuki-Miyaura Coupling; chemoselective reaction;86%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene at 90℃; for 3h;70%
89598-96-9

(3-bromophenyl)boronic acid

71-43-2

benzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
Stage #1: benzene With potassium permanganate; acetic acid Microwave irradiation;
Stage #2: (3-bromophenyl)boronic acid for 0.5h; Microwave irradiation;
91%
With potassium permanganate; acetic acid Heating;90%
With manganese triacetate for 0.5h; Heating;89%
With iron(III) trifluoromethanesulfonate; di-tert-butyl peroxide; 4,7-bis[4-(trifluoromethyl)phenyl]-1,10-phenanthroline at 80℃; for 24h;76%
With NH-pyrazole; potassium phosphate; iron(III) sulphate heptahydrate; 1,4,7,10-tetraazacyclododecan at 80℃; for 48h;55%
27246-81-7

3-bromophenylhydrazine hydrochloride

71-43-2

benzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With potassium permanganate; acetic acid Heating;90%
With manganese triacetate Heating;73%
66107-31-1

3-bromophenyl trifluoromethanesulfonate

38111-44-3

phenylzinc(II) bromide

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
bis(diphenylphosphino)propanepalladium(II) dichloride In tetrahydrofuran at 60℃; for 11h; Negishi cross-coupling reaction;90%

3-bromobenzene-1-diazonium tetrafluoroborate

8-phenylhexahydro-1,3,2-oxazaborolo[2,3-b]-1,3,2-oxazaborol-4-ium-8-uide

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With 1% Pd/C In methanol at 50℃; for 0.5h; Suzuki-Miyaura reaction; Inert atmosphere;90%
1829-88-5

bis-(3-bromo-benzoyl)-peroxide

71-43-2

benzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
at 100℃; for 12h; Sealed tube;89%
With meta-dinitrobenzene
108-86-1

bromobenzene

591-18-4

1-Bromo-3-iodobenzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
Stage #1: bromobenzene; 1-Bromo-3-iodobenzene With magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Green chemistry;
Stage #2: In tetrahydrofuran at 50 - 85℃; for 8h; Green chemistry;
84.69%
585-76-2

m-bromobenzoic acid

71-43-2

benzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With diethyl bromomethylmalonate; [4,4′-di-tert-butyl-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C}iridium(III) hexafluorophosphate; caesium carbonate at 80℃; for 22h; Irradiation;82%
With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 24h; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere;55%
10269-01-9

3-bromobenzylamine

71-43-2

benzene

2113-57-7

3-bromobiphenyl

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate In acetonitrile at 120℃; for 10h; Inert atmosphere; Sealed tube; Green chemistry;82%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 3-Bromobiphenyl, with the CAS registry number 2113-57-7 and EINECS registry number 218-304-9, is also called 1,1'-Biphenyl, 3-bromo-. It is a kind of colorless to pale yellow liquid, and belongs to the following product categories: Biphenyl derivatives; Biphenyl & Diphenyl ether; Aryl; C9 to C12; Halogenated Hydrocarbons. And the molecular formula of this chemical is C12H9Br.

The physical properties of 3-Bromobiphenyl are as following: (1)ACD/LogP: 4.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.65; (4)ACD/LogD (pH 7.4): 4.65; (5)ACD/BCF (pH 5.5): 2026.88; (6)ACD/BCF (pH 7.4): 2026.88; (7)ACD/KOC (pH 5.5): 8102.6; (8)ACD/KOC (pH 7.4): 8102.6; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.6; (14)Molar Refractivity: 58.53 cm3; (15)Molar Volume: 170.9 cm3; (16)Polarizability: 23.2×10-24cm3; (17)Surface Tension: 40.4 dyne/cm; (18)Density: 1.363 g/cm3; (19)Flash Point: 135.6 °C; (20)Enthalpy of Vaporization: 51.84 kJ/mol; (21)Boiling Point: 300 °C at 760 mmHg; (22)Vapour Pressure: 0.00205 mmHg at 25°C.

Uses of 3-Bromobiphenyl: It can react with formic acid ethyl ester to produce 3,3'-diphenylbenzhydrol. This reaction will need reagent Mg, and the solvent diethyl ether. The reaction time is 18 hours with heating, and the yield is about 41%.

3-Bromobiphenyl can react with formic acid ethyl ester to produce 3,3'-diphenylbenzhydrol

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc2cc(c1ccccc1)ccc2
(2)InChI: InChI=1/C12H9Br/c13-12-8-4-7-11(9-12)10-5-2-1-3-6-10/h1-9H
(3)InChIKey: USYQKCQEVBFJRP-UHFFFAOYAD

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 217, 1954.